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393204

Sigma-Aldrich

4-Hydroxynonenal - CAS 75899-68-2 - Calbiochem

4-Hydroxynonenal, CAS 75899-68-2, is a major aldehyde product formed by peroxidation of ω-6-unsaturated fatty acids that is regarded as a specific marker of lipid peroxidation.

Synonym(s):
4-Hydroxynonenal - CAS 75899-68-2 - Calbiochem
Empirical Formula (Hill Notation):
C9H16O2
CAS Number:
Molecular Weight:
156.22

Quality Level

assay

≥98% (HPLC)

form

liquid

storage condition

OK to freeze

solubility

ethanol: 10 mg/mL

shipped in

wet ice

storage temp.

−70°C

InChI

1S/C9H16O2/c1-2-3-4-6-9(11)7-5-8-10/h5,7-9,11H,2-4,6H2,1H3/b7-5+

InChI key

JVJFIQYAHPMBBX-FNORWQNLSA-N

General description

4-Hydroxynonenal, CAS 75899-68-2, is a major aldehyde product formed by peroxidation of ω-6-unsaturated fatty acids that is regarded as a specific marker of lipid peroxidation.
A major aldehyde product formed by peroxidation of ω-6-unsaturated fatty acids that is regarded as a specific marker of lipid peroxidation. Inhibits proliferation and induces differentiation of HL-60 human leukemic cells. Also induces cell death in murine alveolar macrophages and in PC12 cells. An inhibitor of state 3 respiration at micromolar levels. Causes a transient increase in cytosolic Ca2+ and irreversibly inhibits Na+, K+-ATPase activity (IC50 = 120 µM). Acts as a reversible inhibitor of c-Jun N-terminal kinase (JNK).
A major aldehydic product formed by peroxidation of ω-6-unsaturated fatty acids that is regarded as a specific marker of lipid peroxidation. Inhibits proliferation and induces differentiation of HL-60 human leukemic cells. Also induces cell death in murine alveolar macrophages. An inhibitor of State 3 respiration at micromolar levels that causes a transient increase in cytosolic Ca2+. Irreversibly inhibits Na+-K+-ATPase activity (IC50 = 120 µM).

Packaging

1 mg in Glass bottle

Biochem/physiol Actions

Product does not compete with ATP.
Primary Target
Na+, K+-ATPase activity
Target IC50: 120 µM against Na+, K+-ATPase activity

Warning

Toxicity: Flammable (J)

Physical form

Supplied at 10 mg/ml in ethanol

Reconstitution

Following initial thaw, aliquot and freeze (-70°C).

Other Notes

Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.
Soh, Y., et al. 2000. Mol. Pharmacol.58, 535.
Carini, R., et al. 1996. Biochem. Biophys. Res. Commun.218, 772.
Li, L., et al. 1996. Toxicol.Appl. Pharmacol.139, 135.
Siems, W.G., et al. 1996. Free Radic. Res.20, 215.
Ullrich, O., et al. 1996. Free Radic. Res.24, 421.
van Kuijk, F.J., et al. 1995. Anal. Biochem. 224, 420.
Esterbauer, H., et al. 1991. Free Radic. Biol. Med.11, 81.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

FlameExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2

Storage Class Code

3 - Flammable liquids

WGK Germany

WGK 3

Flash Point(F)

57.2 °F

Flash Point(C)

14 °C

Certificate of Analysis

Certificate of Origin

Miriam Hernández-Morales et al.
Cell reports, 30(10), 3250-3260 (2020-03-12)
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STAR protocols, 1(3), 100206-100206 (2020-12-31)
Aldo-keto reductases (AKRs) are responsible for the detoxification of harmful aldehydes. Due to the large number of isotypes, the physiological relevance of AKRs cannot be obtained using mRNA or protein quantification, but only through the use of enzymatic assays to...

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